Basic information
- CAS
519-02-8- Standard SMILES
O=C1CCCC2C3CCCN4CCCC(CN12)C34- InChIKey
ZSBXGIUJOOQZMP-UHFFFAOYSA-N- Molecular formula
- C15H24N2O
- Average molar mass
- 248.36 g/mol
- Monoisotopic mass
- 248.18886339
Overview
7,13-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadecan-6-one has been reported in Euchresta horsfieldii, Gymnospermium darwasicum, and other organisms with data available.
Names & identifiers
- Preferred name
- Matridin-15-one
- IUPAC
- 7,13-diazatetracyclo[7.7.1.02,7.013,17]heptadecan-6-one
- English name
- Matrine
- Molecular formula
- C15H24N2O
- Molecular weight
- 248.36
Names & synonyms
Matridin-15-oneDTXSID20871734RefChem:1088874DTXCID3022247083148-91-8(+)-SophoridineMatridin-15-one, (6b,7b,11a)- (9CI).alpha.-MatrineMFCD02735434Matrene, (+)-1H,5H,10H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one, dodecahydro-Matridin-15-one, (5.beta.,7.beta.,11.alpha.)-
Show more names
(+)-MATRINEMatrinesLepidium Meyenii ExtractVegardMATRINEMATRENEMATRINIUMMatrineumMATRINE(P)D2-Matrine
Matridin-15-one; Vegard; alpha-Matrine6-Allomatrine; 6beta-Matrine; Tetrahydroisosophoramines3895regid845916NEW BASE STRUCTURE6.beta.,7.beta.-MatrineDodecahydro-3a,7a-diaza-benzo[de]anthracen-8-oneOprea1_680866
Database identifiers
- CAS
519-02-8- PubChem CID
- 285698
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 23.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 356
Physicochemical properties
- Melting point
- 77 C · 77 C
- Boiling point
- 86 · 86-88C/2,5Torr
- alpha
- 20 · D20 +38° (alc)
- Density
- 1 · 1,191g/cm
- refractive index
- 1 · 1,536
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- Soluble in Water (up to 25 mg/ml)
- pka
- 9.47 · 9.47±0.20(Predicted)
- form
- solid
- color
- White
- optical activity
- 37.926 · +37.926 (c 1.69, H2O)
- Merck
- 14 · 14,5759
- Stability
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 3 months.
- Cosmetics Ingredients Functions
- SKIN CONDITIONINGANTIOXIDANT
- InChI
- 1S/C15H24N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h11-13,15H,1-10H2/t11-,12+,13+,15-/m0/s1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Toxicology
Toxicity Summary
The nervous system is the main target organ by the toxicity of matrine. Morphological observation revealed degenerative changes of the nerve cells in the brain tissue of the mice. (A15436) Matrine has a variety of pharmacological effects, including anti-cancer effects, and action as a kappa opioid receptor and µ-receptor agonist. Matrine possesses strong antitumor activities in vitro and in vivo. Inhibition of cell proliferation and induction of apoptosis are the likely mechanisms responsible for matrine's antitumor activities. (Wikipedia)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Safety data
- wgk
- 3
- rtecs
- OQ1754000
- hs_code
- 13021990
- risk_code
- 20/21/22-37/38-41-48-22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 22-26-36/37/39-45-36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Uses & manufacturing
UsesMatrine is an alkaloid found in plants from the Sophora genus.
Applications
DescriptionMatrine is an alkaloid isolated from the traditional Chinese medicine Sophora flavescens Aiton. The extraction process involves the use of organic solvents on dry roots, plants, and fruits of kushen Sophora flavescens Ait. Matrine is also present in S. alopecuroides L. and S. subprostrata Chun et T. Chen.Chinese medicine Radix Sophora flavescentis have dampness eliminating insecticide and diuretic "Southern Yunnan Materia Medica" also recorded the effects of Saphora. flavescens.Sophora flavescens is a species of Sophora japonica and is distributed in temperate and subtropical regions. Sophora flavescens is widely distributed in China, mainly in the north of Hebei, the west of Henan, and southwest of Shandong, Anhui, Hubei, and Guizhou.
HistoryAs early as the 1930s, the Soviet Union began to study Sophora flavescens, and the china research began in 1972. Sophora flavescens in the chemical composition are divided into two major categories of alkaloids and flavonoids. Global research efforts are currently concentrated on studying alkaloids. So far, there are 23 species of alkaloids isolated and identified in roots, stems, leaves, and flowers of Sophora flavescens. The main components of Sophora flavescens have obvious anti-cancer effects, and oxymatrine has anti-cancer and antiaging effects.
Uses(+)-Matrine is an alkaloid compound extracted from the roots of Sophora species which maintain anti-inflammatory, anti-cancer and a host of other positive pharmacological effects. Apoptotic agent.
Upstream & downstream products
Downstream products
Suppliers100 total
Related reactions
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Compound notes
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